I've had plenty of terrible experiences. My 96 Super Mario World save was deleted, I accidentally kicked my Super Nintendo while playing A Link to the Past, and lost 40+ hours in Digimon World 2.

But the worst experience of all was when I realized my 100% Resident Evil 4 playthrough on PS2 was totally gone forever. The whole memory card was wiped along with my Kingdom Hearts (1 and 2), Jak (1 and 2), Ratchet and Clank (1,2, and 3), God of War, Devil May Cry, and Shadow of the Colossus saves. Easily 500+ hours of gaming that just totally vanished.

I can think of a couple Dark Souls grinding runs where I had hundreds of thousands of souls stored up and then died. And then did something stupid and died again.

Yup. "Ok I died, i really want those souls so i'm going to make sure my gear and items are optimized so i can get them back" *backs out of the inventory too fast and accidently backsteps off a cliff*

Done it many a times. It's also usually me caring more about my 10 stack of humanity for item find purposes than the souls themselves.

I totally agree. My humanity is what I get pissed about. It makes me wish i could deposit those humanities somewhere because they add up over time.

But more to the original question, I would have to say the Elite Four in Pokemon Red and Blue. Nothing was worse than getting to Lance and seeing that I didn't have anymore Full Restores or Potions. I was 8 years old, but that mismanagement of items was always plain frustrating.

So I made it to Anor Londo, and I went down the stairs to where Siegmeyer complains about the three knights in the room. As I was trying to dodge an attack, a knight hit him and he turned hostile towards me. I know I can visit that dude at the Undead Parish to repent "my" sins, but is there a way to leave Anor Londo once you jump off that ledge to get inside the huge cathedral/palace? If so, can I do it before I fight Smough and Ornstein?

I liked Infinite a lot, but I never could get into Dishonored. I always felt like I was being penalized whenever I got into combat and used my powers. To see the best ending, you have to be perfect. But I also felt that the platforming system was clunky.

Also, while the world is no doubt unique and cool, the characters in it aren't. Most of the characters are there to move the plot along, having little endearing qualities that would otherwise make them stand out. I'd say rent it first, but that's just me.